| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 03/03/2023 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 222.9k | $0.00 | $0 | | 03/03/2023 |
| 02/22/2023 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, par value $0.0000001 per share | 28.5k | $0.00 | $0 | | 02/22/2023 |
| 02/22/2023 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 51.5k | $0.00 | $0 | | 02/22/2023 |
| 02/17/2022 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, par value $0.0000001 per share | 17.1k | $0.00 | $0 | | 02/17/2022 |
| 02/17/2022 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 30.9k | $0.00 | $0 | | 02/17/2022 |
| 02/03/2022 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 110.5k | $0.00 | $0 | | 02/03/2022 |
| 02/05/2021 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 152.6k | $0.00 | $0 | | 02/05/2021 |
| 02/21/2020 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, par value $0.0000001 per share | 18.8k | $14.24 | $267.3k | | 02/21/2020 |
| 02/21/2020 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 35.3k | $0.00 | $0 | | 02/21/2020 |
| 03/15/2019 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 17.5k | $0.00 | $0 | | 03/15/2019 |
| 02/01/2019 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 42k | $0.00 | $0 | | 02/01/2019 |
| 06/05/2018 | CUMULUS MEDIA INC | CMLS | Grant | Stock Options (right to buy) | 169.6k | $25.70 | $4.4M | | 06/05/2018 |
| 06/05/2018 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 84.8k | $0.00 | $0 | | 06/05/2018 |